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Potassium Hydroxide → HCID 19370337, compound

HRID 129758
Notes
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Reaction equation

HRID 129758 reaction equation
[C:1]1([CH:7]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][N:16](C(OCC)=O)[CH3:17])[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+]>C(O)CO>[C:23]1([CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][NH:16][CH3:17])[CH2:12][CH2:13]2)[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 19370347HCID 19370347, compound

Product 1

HCID 19370337HCID 19370337, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Conditions

Temperature
140 °C

Procedure

A solution of 1.6 g of 4-diphenylmethyl-1-[2-(N-ethoxycarbonyl-N-methylamino)ethyl]piperazine (prepared as described in Preparation 35') in 20 ml of a 10% w/v aqueous solution of potassium hydroxide and 20 ml of ethylene glycol was stirred at 140° C. for 20 hours. At the end of this time, the mixture was cooled to room temperature, poured into ice-water and extracted with methylene chloride. The extracts were combined, washed with water and dried over anhydrous sodium sulfate. Evaporation of the solvent under reduced pressure gave 1.14 g (yield 88%) of the title compound as an oil.

Workup

  1. temperatureAt the end of this time, the mixture was cooled to room temperature
  2. extractionextracted with methylene chloride
  3. washwashed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customEvaporation of the solvent under reduced pressure

Sources & evidence

ORD record
ord-64c8a0782e024cbb830c96c12d556c53
Source dataset
uspto-grants-1995_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05470851

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes